DE3032327A1 - N-sulfenylierte harnstoffe, verfahren zu ihrer herstellung, diese enthaltende fungizide mittel und ihre verwendung - Google Patents
N-sulfenylierte harnstoffe, verfahren zu ihrer herstellung, diese enthaltende fungizide mittel und ihre verwendungInfo
- Publication number
- DE3032327A1 DE3032327A1 DE19803032327 DE3032327A DE3032327A1 DE 3032327 A1 DE3032327 A1 DE 3032327A1 DE 19803032327 DE19803032327 DE 19803032327 DE 3032327 A DE3032327 A DE 3032327A DE 3032327 A1 DE3032327 A1 DE 3032327A1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- sulfenylated
- alkyl
- hydrogen
- ureas
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000000417 fungicide Substances 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims 3
- 239000004202 carbamide Substances 0.000 title claims 3
- 239000000126 substance Substances 0.000 title description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000001257 hydrogen Substances 0.000 claims abstract description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 17
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 14
- 235000013877 carbamide Nutrition 0.000 claims abstract description 11
- 150000002431 hydrogen Chemical group 0.000 claims abstract description 11
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 9
- 150000003672 ureas Chemical class 0.000 claims abstract description 9
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 8
- 125000004414 alkyl thio group Chemical group 0.000 claims abstract description 7
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 7
- 150000002367 halogens Chemical class 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims description 21
- 239000000460 chlorine Substances 0.000 claims description 11
- 238000002360 preparation method Methods 0.000 claims description 9
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 8
- 125000004953 trihalomethyl group Chemical group 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 239000004606 Fillers/Extenders Substances 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- 125000004951 trihalomethoxy group Chemical group 0.000 claims description 4
- 241000233866 Fungi Species 0.000 claims description 3
- PVXRCPDNJSFYBV-UHFFFAOYSA-N carbamoyl fluoride Chemical class NC(F)=O PVXRCPDNJSFYBV-UHFFFAOYSA-N 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 230000003032 phytopathogenic effect Effects 0.000 claims 2
- 235000001674 Agaricus brunnescens Nutrition 0.000 claims 1
- 230000000855 fungicidal effect Effects 0.000 abstract description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 239000004480 active ingredient Substances 0.000 description 14
- -1 trihalomethyl mercapto Chemical class 0.000 description 14
- 241000196324 Embryophyta Species 0.000 description 13
- 239000000203 mixture Substances 0.000 description 12
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- 239000000243 solution Substances 0.000 description 6
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- SDYWXFYBZPNOFX-UHFFFAOYSA-N 3,4-dichloroaniline Chemical compound NC1=CC=C(Cl)C(Cl)=C1 SDYWXFYBZPNOFX-UHFFFAOYSA-N 0.000 description 2
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- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
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- 206010061217 Infestation Diseases 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical class [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
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- 206010039509 Scab Diseases 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 241000228452 Venturia inaequalis Species 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 150000001448 anilines Chemical class 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
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- 238000011081 inoculation Methods 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
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- 238000005507 spraying Methods 0.000 description 2
- OMJLGCDQPXRIHT-UHFFFAOYSA-N (3,5-dichlorophenyl)carbamic acid Chemical compound OC(=O)NC1=CC(Cl)=CC(Cl)=C1 OMJLGCDQPXRIHT-UHFFFAOYSA-N 0.000 description 1
- YVOQQUGUJXFKOC-UHFFFAOYSA-N (3-chlorophenyl) cyanate Chemical compound ClC1=CC=CC(OC#N)=C1 YVOQQUGUJXFKOC-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- UPTVJAJPBGIRLZ-UHFFFAOYSA-N 2-(trichloromethylsulfanyl)-3a,4,5,7a-tetrahydroisoindole-1,3-dione Chemical compound C1CC=CC2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C21 UPTVJAJPBGIRLZ-UHFFFAOYSA-N 0.000 description 1
- MBBUTABXEITVNY-UHFFFAOYSA-N 2-chloro-4-(trifluoromethyl)aniline Chemical compound NC1=CC=C(C(F)(F)F)C=C1Cl MBBUTABXEITVNY-UHFFFAOYSA-N 0.000 description 1
- KRUHTUDNYPGJDP-UHFFFAOYSA-N 2-chloro-4-methylsulfanylaniline Chemical compound CSC1=CC=C(N)C(Cl)=C1 KRUHTUDNYPGJDP-UHFFFAOYSA-N 0.000 description 1
- AKCRQHGQIJBRMN-UHFFFAOYSA-N 2-chloroaniline Chemical compound NC1=CC=CC=C1Cl AKCRQHGQIJBRMN-UHFFFAOYSA-N 0.000 description 1
- XJCVRTZCHMZPBD-UHFFFAOYSA-N 3-nitroaniline Chemical compound NC1=CC=CC([N+]([O-])=O)=C1 XJCVRTZCHMZPBD-UHFFFAOYSA-N 0.000 description 1
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- 239000001294 propane Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C313/00—Sulfinic acids; Sulfenic acids; Halides, esters or anhydrides thereof; Amides of sulfinic or sulfenic acids, i.e. compounds having singly-bound oxygen atoms of sulfinic or sulfenic groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C313/08—Sulfenic acids; Derivatives thereof
- C07C313/18—Sulfenamides
- C07C313/26—Compounds containing any of the groups, X being a hetero atom, Y being any atom
- C07C313/30—Y being a hetero atom
- C07C313/34—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfenylureas
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (19)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803032327 DE3032327A1 (de) | 1980-08-27 | 1980-08-27 | N-sulfenylierte harnstoffe, verfahren zu ihrer herstellung, diese enthaltende fungizide mittel und ihre verwendung |
| US06/290,899 US4397869A (en) | 1980-08-27 | 1981-08-07 | Combating fungi with N-sulphenylated ureas |
| AT81106374T ATE6361T1 (de) | 1980-08-27 | 1981-08-17 | N-sulfenylierte harnstoffe, verfahren zu ihrer herstellung, diese enthaltende fungizide mittel und ihre verwendung. |
| DE8181106374T DE3162380D1 (en) | 1980-08-27 | 1981-08-17 | N-sulfenyl ureas, preparation, fungicidal compositions and use thereof |
| PT73527A PT73527B (en) | 1980-08-27 | 1981-08-17 | Process for the preparation of n-sulphenylated ureas having fungicidal effect |
| EP81106374A EP0046557B1 (de) | 1980-08-27 | 1981-08-17 | N-Sulfenylierte Harnstoffe, Verfahren zu ihrer Herstellung, diese enthaltende fungizide Mittel und ihre Verwendung |
| GR65862A GR74996B (enrdf_load_stackoverflow) | 1980-08-27 | 1981-08-19 | |
| AU74413/81A AU545800B2 (en) | 1980-08-27 | 1981-08-21 | New compounds |
| NZ198135A NZ198135A (en) | 1980-08-27 | 1981-08-24 | N,n'-di-phenyl-n-sulphenyl-ureas and fungicidal compositions |
| IL63649A IL63649A (en) | 1980-08-27 | 1981-08-24 | N-halomethylsulphenyl-diphenylureas,their preparation and their use as fungicides |
| IE1954/81A IE52135B1 (en) | 1980-08-27 | 1981-08-26 | N-sulphenylated ureas,a process for their preparation,fungicidal agents containing them and their use |
| CA000384650A CA1185989A (en) | 1980-08-27 | 1981-08-26 | N-sulphenylated ureas, a process for their preparation, fungicidal agents containing them and their use |
| JP56132659A JPS5772958A (en) | 1980-08-27 | 1981-08-26 | N-sulfenylurea, manufacture, fungicide containing same and use |
| ES504981A ES504981A0 (es) | 1980-08-27 | 1981-08-26 | Procedimiento para la obtencion de ureas n-sulfeniladas |
| BR8105438A BR8105438A (pt) | 1980-08-27 | 1981-08-26 | Processo para a preparacao de ureias n-sulfeniladas,composicoes fungicidas,processos de combate a fungos e de preparacao de composicoes |
| ZA815910A ZA815910B (en) | 1980-08-27 | 1981-08-26 | N-sulphenylated ureas,a process for their preparation,fungicidal agents containing them and their use |
| HU812468A HU188075B (en) | 1980-08-27 | 1981-08-26 | Fungicide compositions containing n-sulphenylated carbamida derivatives as active substances and process for preparing the active substances |
| DK379381A DK379381A (da) | 1980-08-27 | 1981-08-26 | N-sulfenylerede urinstoffer fremgangsmaade til deres fremstilling og deres anvendelse som fungicider |
| US06/481,700 US4515812A (en) | 1980-08-27 | 1983-04-04 | Combating fungi with N-sulphenylated ureas |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803032327 DE3032327A1 (de) | 1980-08-27 | 1980-08-27 | N-sulfenylierte harnstoffe, verfahren zu ihrer herstellung, diese enthaltende fungizide mittel und ihre verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3032327A1 true DE3032327A1 (de) | 1982-04-01 |
Family
ID=6110522
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19803032327 Withdrawn DE3032327A1 (de) | 1980-08-27 | 1980-08-27 | N-sulfenylierte harnstoffe, verfahren zu ihrer herstellung, diese enthaltende fungizide mittel und ihre verwendung |
| DE8181106374T Expired DE3162380D1 (en) | 1980-08-27 | 1981-08-17 | N-sulfenyl ureas, preparation, fungicidal compositions and use thereof |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8181106374T Expired DE3162380D1 (en) | 1980-08-27 | 1981-08-17 | N-sulfenyl ureas, preparation, fungicidal compositions and use thereof |
Country Status (17)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3314383A1 (de) * | 1982-04-23 | 1983-11-03 | Shell Internationale Research Maatschappij B.V., 2501 Den Haag | Benzoylphenylharnstoffderivate, verfahren zu ihrer herstellung und diese enthaltende pestizide mittel |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3207474A1 (de) * | 1982-03-02 | 1983-09-15 | Bayer Ag, 5090 Leverkusen | N-sulfenylierte harnstoffe, ein verfahren zu ihrer herstellung, diese enthaltende mikrobizide mittel und ihre verwendung |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1187605B (de) * | 1963-03-16 | 1965-02-25 | Bayer Ag | Verfahren zur Herstellung von acylierten Alkansulfensaeureamiden |
| US3502705A (en) * | 1967-06-26 | 1970-03-24 | Chevron Res | N-carboxyacyl-n'-hydrocarbylthio ureas |
| US3496208A (en) * | 1967-10-06 | 1970-02-17 | Monsanto Co | N-trichloromethylthiocarbanilides |
| US3980693A (en) * | 1972-09-06 | 1976-09-14 | Bayer Aktiengesellschaft | N-(Trihalomethylthio)-carbamic acid oxime esters |
| US4012436A (en) * | 1972-12-21 | 1977-03-15 | Chevron Research Company | Carbamoyl chlorides |
| ES446365A1 (es) * | 1975-03-26 | 1977-07-01 | Roussel Uclaf | Un procedimiento de preparacion de nuevas ureas herbicidas. |
| DE3049439A1 (de) * | 1980-12-30 | 1982-07-29 | Bayer Ag, 5090 Leverkusen | N-sulfenylierte biurete, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
-
1980
- 1980-08-27 DE DE19803032327 patent/DE3032327A1/de not_active Withdrawn
-
1981
- 1981-08-07 US US06/290,899 patent/US4397869A/en not_active Expired - Fee Related
- 1981-08-17 DE DE8181106374T patent/DE3162380D1/de not_active Expired
- 1981-08-17 AT AT81106374T patent/ATE6361T1/de not_active IP Right Cessation
- 1981-08-17 PT PT73527A patent/PT73527B/pt unknown
- 1981-08-17 EP EP81106374A patent/EP0046557B1/de not_active Expired
- 1981-08-19 GR GR65862A patent/GR74996B/el unknown
- 1981-08-21 AU AU74413/81A patent/AU545800B2/en not_active Ceased
- 1981-08-24 IL IL63649A patent/IL63649A/xx unknown
- 1981-08-24 NZ NZ198135A patent/NZ198135A/en unknown
- 1981-08-26 CA CA000384650A patent/CA1185989A/en not_active Expired
- 1981-08-26 JP JP56132659A patent/JPS5772958A/ja active Pending
- 1981-08-26 DK DK379381A patent/DK379381A/da not_active Application Discontinuation
- 1981-08-26 ZA ZA815910A patent/ZA815910B/xx unknown
- 1981-08-26 HU HU812468A patent/HU188075B/hu unknown
- 1981-08-26 BR BR8105438A patent/BR8105438A/pt unknown
- 1981-08-26 ES ES504981A patent/ES504981A0/es active Granted
- 1981-08-26 IE IE1954/81A patent/IE52135B1/en unknown
-
1983
- 1983-04-04 US US06/481,700 patent/US4515812A/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3314383A1 (de) * | 1982-04-23 | 1983-11-03 | Shell Internationale Research Maatschappij B.V., 2501 Den Haag | Benzoylphenylharnstoffderivate, verfahren zu ihrer herstellung und diese enthaltende pestizide mittel |
Also Published As
| Publication number | Publication date |
|---|---|
| HU188075B (en) | 1986-03-28 |
| DK379381A (da) | 1982-02-28 |
| BR8105438A (pt) | 1982-09-08 |
| EP0046557A1 (de) | 1982-03-03 |
| AU7441381A (en) | 1982-03-04 |
| ZA815910B (en) | 1982-08-25 |
| IL63649A0 (en) | 1981-11-30 |
| NZ198135A (en) | 1984-02-03 |
| DE3162380D1 (en) | 1984-03-29 |
| US4515812A (en) | 1985-05-07 |
| JPS5772958A (en) | 1982-05-07 |
| ATE6361T1 (de) | 1984-03-15 |
| AU545800B2 (en) | 1985-08-01 |
| EP0046557B1 (de) | 1984-02-22 |
| ES8206456A1 (es) | 1982-08-16 |
| PT73527B (en) | 1982-11-03 |
| IE52135B1 (en) | 1987-07-08 |
| US4397869A (en) | 1983-08-09 |
| GR74996B (enrdf_load_stackoverflow) | 1984-07-12 |
| ES504981A0 (es) | 1982-08-16 |
| CA1185989A (en) | 1985-04-23 |
| IL63649A (en) | 1985-02-28 |
| IE811954L (en) | 1982-02-27 |
| PT73527A (en) | 1981-09-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |